Reaktion #220970

ord-5d0270f549334feb8b9e66f55faeee5c

Reaktionsgleichung

CCOC(=O)CC(=O)c1ccc(OC)cc1
ethyl 3-(4-methoxyphenyl)-3-oxopropanoate
CON.Cl
MeONH2.HCl
CCOC(=O)CC(=NOC)c1ccc(OC)cc1
title compound
CCOC(=O)CC(=NOC)c1ccc(OC)cc1
Ethyl 3-(methoxyimino)-3-(4-methoxyphenyl)propanoate

Lösungsmittel

Reaktionsbedingungen

Temperatur
80°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeEthanol was removed in vacuo, and saturated sodium bicarbonate
  2. 2
    workup.ADDITIONwas added to the residue
  3. 3
    Waschenthe combined organic layers were washed with brine
  4. 4
    Trocknendried over anhydrous sodium sulfate
  5. 5
    Filtrationfiltered
  6. 6
    SonstigeThe filtrate was evaporated in vacuo

Vorschrift

A mixture of ethyl 3-(4-methoxyphenyl)-3-oxopropanoate (500 mg) and MeONH2.HCl (207 mg) in ethanol (4 mL) was heated at 80° C. for 2 h. Ethanol was removed in vacuo, and saturated sodium bicarbonate was added to the residue. The aqueous solution was extrated with ethyl acetate (x4), and the combined organic layers were washed with brine, dried over anhydrous sodium sulfate, and filtered. The filtrate was evaporated in vacuo to give the title compound as a colorless oil, which was used directly in the Step B. HPLC retention time: 2.02 min (method A). MS (ESI) (M+H)+ 252.14.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07390925B2uspto-grants-2008_06